
Ski-in/out vacation rentals in Western Maryland
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Top-rated ski-in/out rentals in Western Maryland
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Vacation rentals for every style
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Popular amenities for Western Maryland ski-in/out rentals
Ski-in/out house rentals

Ski In/Out Luxury Condo - Summit House
The house is perfect for any length of stay. The beds are beyond comfortable and so is the furniture. It’s very easy to have a great weekend with friends at this location.

Langski's Lakeview of Wisp Mt.
Great location. All Needed items. Was informed prior to going to bring extra towels for the hot tub and that was nice to know in advance. We got a foot of snow the day after we arrived and there were two snow shovels for our use and we needed both of them. Will hope to stay there again.

Pool,Hot tub, EV,Firepit,White Water, Ski Area
This house was everything and more. We were very pleased. The rooms were very big and spacious and extremely comfortable. We loved the home and wished we could have stayed longer. I would recommend this home for a large family that needs the space. We had a problem with the temperature in the pool and owner came out personally and fixed it. They are very accommodating to their guests. We will definitely be back !!!

Cozy Ski In/Out: 1 BR Condo @ 7 Springs Mtn Resort
The owner graciously made her condo available on short notice after another rental fell through. We had a great stay! The condo is cozy, great natural light, clean and had a very comfortable bed. Very short drive to the main lodge. Would absolutely recommend and stay again. Thanks so much!

Luxury! Stunning Mountaintop Home with Hot Tub
Prime location on the mountain next to multiple ski slopes and lifts. The snow was beautiful and perfect for skiing on the mountain. You’re really paying for this location here. It is in the Wisp Resort, hosted by Red Barn rentals. If you ski or snowboard, this is your spot. It was very convenient to get ready at the house and walk over to the slopes without the hassle of loading up the car and everyone having to go together. People could come and go as they please. The house has 4 comfortable bedrooms, each with bathrooms attached or nearby so everyone was very comfortable in their space. Check in was an additional fee, unfortunately so we couldn’t really get out the first evening by the time we checked in so make sure to book multiple days and get your $ worth. There was a grocery a few minutes away, at the bottom of the mountain so that made it convenient to get our food. Also, bring extra firewood b/c it goes quick and it’s expensive! The wood burning fireplaces were great to have.

Newly Renovated 2 Bed/2 Bath in Deep Creek
Great house for our family of three and two dogs. We enjoyed our stay. The house was clean and well stocked with supplies. Location is good too.

Luxury Wisp Village Townhome
I was there for couple weeks , the host was great helped with whatever we needed, the house was nice clean and has everything you make you stay comfortable, will definitely recommend if you need a spot to stay in the area

Ski in Ski out, fun for kids and Adults!
We absolutely recommend Ken and Kerri's home for your next Hidden Valley ski trip. The house came with all the amenities you would need. The location is amazing. Just walk across the street and you are skiing down Rambler. Our children loved their very own kids hang out floor with a massive TV for all their viewing needs. The main floor was great for adults with a cozy fireplace and beautiful views of the slope. We hope to visit Hidden Valley again and would not hesitate to rent this home next time.
Family-friendly, ski-in/out home rentals

One Ski Hill | Ski In/Ski Out + Hot Tub!
We had a great stay here! Beautiful views and super accommodations!

9118 Woodridge
We went for a ski trip and the place was great! Large, comfortable, clean house that was perfect for our group (6 friends). Finding the home was slightly challenging as GPS didn't take us to the correct location at first, but the host provided written instructions for how to get there when picking up the key at another location. One thing to note, while you can ski-on to this unit (back from the lifts), you cannot ski-off as it's about 0.5 miles downhill from the nearest trail. The host told us that it was ski-on when asked, so we were expecting this, but figure I'd share here. Additionally, the shuttle stop was very close by and ran continuously during the weekend (and was available by calling during the weekdays). Overall, we were thrilled with our stay, and had a great weekend skiing.

Cozy Spring Condo @ Hidden Valley - Bike-Hike-Golf
Nice place, bunk bed room is great. It's across the street and up a hill from the Continental slope - like a 1-minute walk to the slope. Has everything you need. Solid spot.

The Tatunka Trail House
We have been to Roger's place many times. The place is very clean and accommodating. It has everything you will need for a great stay. We will be back again.

"Mountain Time"
We had a wonderful winter stay! The house was inviting and cozy, and as other guests have mentioned well appointed with comfortable beds.

Seven Springs slopeside ski in, ski out condo
This place is clean, super convenient to get to the slope and have a beautiful view! Mark is very responsive and flexible. We had a good time!

"Bullwinkles" Mountain Top Ski in/Ski out Condo
Joyce was an excellent host and her location was amazing. Steps from the slopes and with wonderful views! Highly recommend.

Luxury Retreat in mountains
Second time renting with Michael. Would highly recommend. His home is great, very spacious, has all the amenities we could ask for. Will probably rent again next year!
Ski-in/out cabin rentals

Charming Ski In/Ski Out Log Cabin at Hidden Valley
We had an amazing experience during our weekend stay at this Airbnb! The house was spotlessly clean, which made us feel comfortable right away. Every detail was thoughtfully arranged to ensure maximum comfort — the spaces are spacious, cozy, and very well maintained. On top of that, the host was exceptional: incredibly friendly, attentive, and always available to answer any questions which made our stay even more enjoyable. I highly recommend this place and would definitely love to come back in the future!

#1 Cabin~LAKE access~Dock~Game RM~Hot Tub~Dogs OK
It was a great location and fantastic place. I would recommend this to anyone. We were there in the off season between winter and summer which worked out great, not business just peaceful. Would be a great location during peak times since your right in the backyard of Wisp. I would highly recommend this place. Thanks Jill you did a great job!

Bryce Resort Cabin-Walk to slopes/Golf Course view
Had everything we needed for a comfortable stay - amazing coffee and tea station, fully stocked kitchen with cooking oil and an array of herbs and spices, spacious dining room, beautifully designed and cozy living spaces, super comfortable beds with soft linens, spacious bathrooms with relaxing showers and super hot water, great outdoor area where we burned firewood and had s’mores, and we were so happy to bring our dogs along! Great hosts!!

Cozy Cabin Jus Ta Ski Dream-at Timberline Mountain
We had a wonderful time at Kimberly’s place. We cooked all of meals and the kitchen had everything we needed…probably the best stocked kitchen we seen. Hot tub was awesome and we stayed in the “off” season so the neighborhood was super quiet, which we loved! Would definitely recommend!

CABIN by the Slopes with Mountain & Lake View
Beautiful home. Super clean! Amazing views!

Cabin in the Woods Seven Springs
Cabin in the Woods provided us the perfect base camp for our getaway itinerary. It was in close proximity to Ohiopyle State Park as well as FLW Fallingwater home. The house was super quiet, clean, had all the amenities we needed, and provided plenty of disconnect time for my husband and I. Nearby Creekside Grille was our go-to place for every meal so I had no need to cook. Check in was simple and convenient. We would definitely stay here again.

4 Br Mountain Retreat near Bryce with Speedy Wi-Fi
Second year in a row renting this house. It was great for our mixed group. Plenty of space and close to the slopes!

Red Letter Lodge
We stayed at the cabin for my fiancé’s birthday weekend and had a great time! Not only was Sarah incredibly responsive and kind, but the house was exactly what we were looking for! Relaxing, comfortable, and lots of great hiking spots nearby. We’re already discussing future stays here!
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- Seven Springs Mountain Resort
- Timberline Mountain
- Blackwater Falls State Park
- Fallingwater
- Canaan Valley Resort & Conference Center
- Hidden Valley Resort
- Ohiopyle State Park
- Idlewild & SoakZone
- Bella Terra Vineyards
- Flight 93 National Memorial
- Wisp Resort
- White Grass
- Lodestone Golf Course
- Canaan Valley Ski Resort
- Shawnee State Park
- Mountain Dragon Mazery Fine Honey Wine
- Winter Experiences at The Peak
- Pikewood National Golf Club
- Lakeview Golf Resort
- Laurel Mountain Ski Resort